The halfway point of the year is the perfect time for small and medium-sized businesses (SMBs) to evaluate their IT infrastructure. Just like reviewing finances or team performance, assessing your technology systems ensures your business stays secure, productive, and prepared for the months ahead.
In this guide, we’ll walk you through a comprehensive mid-year IT health check—covering system performance, software updates, cybersecurity, backups, documentation, and support. We’ve also included a helpful self-assessment checklist.
Technology isn’t static—it evolves constantly, and risks can develop quietly over time. Regular IT checkups can help you:
Detect vulnerabilities before they’re exploited
Identify aging or underperforming systems
Ensure compliance with internal policies or external regulations
Prepare for future growth or cyber threats
Minimize downtime and business disruption
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Ask yourself:
Are systems running slower than usual?
Are there frequent crashes, freezes, or downtime?
Are users complaining about lag when using business-critical software?
Slow or unreliable systems not only frustrate your staff—they drain productivity. Consistent system monitoring and reporting can flag issues early, keeping your team running at full speed.
Keeping your technology up to date is essential to both security and performance.
Are all operating systems current and still supported?
Are updates and patches applied regularly?
Are there any legacy tools still in use?
Outdated software is more than inefficient—it’s a security risk. and why they matter.
Related: CISA Guidance on Software Updates
Cyber threats evolve rapidly. A mid-year security review should include:
Confirming all devices use Endpoint Detection and Response (EDR) tools
Ensuring Multi-Factor Authentication (MFA) is enforced organization-wide
Validating the use of email and web filtering to prevent phishing and malicious traffic
Checking if employees have completed cybersecurity awareness training in the last 6–12 months
Want to know how your security stacks up? See how we help businesses stay protected.
More info:
An effective backup and disaster recovery strategy is essential.
Are your backups running on a consistent schedule?
Are they tested regularly for restorability?
Do you have both onsite and cloud backups in place?
Are critical systems covered under your disaster recovery plan?
For more guidance, see .
Well-organized documentation saves time and prevents headaches:
Is your IT asset inventory current (devices, software, licenses)?
Are login credentials stored securely using a password management system?
Is vendor and warranty info tracked?
Are onboarding/offboarding processes clearly documented?
Documentation is also vital for audits, troubleshooting, and transitions.
Don’t overlook user support. It's often the most visible part of your IT experience.
How fast are tickets resolved?
Is after-hours or 24/7 support available?
Do users feel they’re getting the help they need?
Reliable, responsive support reduces downtime and improves employee satisfaction.
Here’s how °®¶¹´«Ã½ delivers 5-minute response times.
Use this simple checklist to evaluate your tech environment:
| Area | Pass | Needs Work |
|---|---|---|
| Systems performing reliably | â–¡ | â–¡ |
| Devices and software updated | â–¡ | â–¡ |
| EDR, MFA, filters in place | â–¡ | â–¡ |
| Backups tested and working | â–¡ | â–¡ |
| Team trained in cybersecurity | â–¡ | â–¡ |
| Inventory and documentation up-to-date | â–¡ | â–¡ |
| Users get fast, effective support | â–¡ | â–¡ |
If you’re checking more "Needs Work" boxes, it may be time to bring in expert support.
At °®¶¹´«Ã½, we support SMBs across Canada with proactive IT services designed to keep your systems secure, reliable, and fully optimized. Our team monitors performance, automates patching, protects your data, and responds fast—day or night.
Whether you’re doing your own IT review or want help from professionals, we’re here to support your success.
Contact us today to schedule a consultation or explore our Managed IT Services.
CISA – Cyber Essentials
Cybersecure Canada – Certification Program
OWASP Security Tips
Canadian Centre for Cyber Security